3. I'm still absolutely kicking myself

Freshman year of college, October 1997...AAPL was under $20 a share. I had about $2500 left over from summer work. I was a raging fanboy; subscribed to MacAddict, on the EvangeList, deep in the comp.os flamewars. I had nothing but faith in the company. Was seriously considering buying stock as a show of that fait.

Aaaaand...I spent my money on beer and condoms instead. If I had spent it on Apple and sold it after the iP5 release - rough math says somewhere around 250K. Ah well, can't win them all.